Winter Wine Weekend

Get ready for a weekend of pure indulgence and discovery at Hotel Madison’s 6th Annual Winter Wine Weekend happening February 27-28, 2026! This beloved signature event brings together friends, family, wine lovers, and passionate winemakers for a celebration of flavor, learning, and connection. Picture yourself sipping from 16 world-class Virginia wineries during the Grand Tasting, engaging in a laid-back Winemaker’s Panel, and ending your evening with a four-course wine-paired dinner crafted by Chef Tassie Pippert!

Throughout the day, dive into experiential classes covering everything from the senses that shape your wine experience to cheese pairings and winemaking insights. There’s also live music, a dessert reception bubbling with sweet wines, and even a cozy Sunday brunch. A perfect getaway to elevate your winter – cheers to that!